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Chase Mouchet, CFP®, CIMA® Mar 9, 2022 4:15:51 PM 3 min read

Save Taxes with These 5 Common Expenses in Retirement

One of the most foundational tax planning questions a retiree faces is how to best pay for expenses while minimizing the tax impact. Fortunately, the IRS allows several tax-advantaged ways to accomplish this goal depending on the funding source and type of expense.  

As the April 18th income tax deadline approaches, here are five common expenses in retirement that can be paid in a tax-advantaged way:

A Grandchild’s Education from a 529 Plan

Anyone can contribute to a 529 plan to help pay for a child or grandchild’s education. This money has several advantages: tax-free growth, tax-free withdrawals if used for qualified education expenses, and no estate taxes due. Contributions count toward the annual $16,000 per person annual gift tax exclusion limit; however, a unique tax rule for 529 plans allows donors to effectively front-load up to five years’ worth of contributions and avoid gift taxes.

Many states offer a state income tax deduction for 529 plan contributions. For example, Georgia provides a deduction on contributions up to $8,000 per beneficiary to the state’s Path2College 529 plan. With tax-free growth outside of a retiree’s estate, a 529 plan can help retirees minimize the tax impact on their portfolios.

Medical Expenses from a Health Savings Account

HSA contributions are tax-deductible, the funds grow tax-free, and distributions are tax-free if used for qualified medical expenses. Many retirees during their working years contributed to Health Savings Accounts and used their earned income to pay for healthcare costs to allow the HSA funds to grow.

While people can’t fund an HSA once they begin receiving Medicare, they can use an HSA to pay for out-of-pocket medical expenses such as doctor’s bills and prescriptions. The funds can even be used to pay for Medicare Parts B and D premiums.

Long-Term Care Insurance Premiums from an Annuity

The IRS allows a strategy, called a partial 1035 exchange, to pay for long-term care premiums from a non-qualified annuity without creating a taxable event. Since the growth in a non-qualified annuity will eventually be taxed as ordinary income, taking a portion each year out of the annuity to pay the LTC premium can help reduce the eventual tax burden.  

There are a few technical considerations to make sure this works for your situation, such as the impact of otherwise deducting the LTC premium payments on your taxes, the financial need for the annuity payments, and checking with your annuity company to ensure that they can facilitate this transaction. Also, it’s important to note that this exchange will create a pro-rata reduction in your annuity cost basis.  

This strategy can be an effective tax minimization strategy for people who don’t need to annuitize yet, and who would otherwise need to take a taxable distribution from a retirement account to pay the premiums.  

Charitable Donations from an IRA

Many retirees who contribute to their favorite non-profit organizations don’t receive a tax benefit since their standard deduction exceeds any itemized deductions. Account owners age 70.5 and older could benefit by using their IRA as the source of their giving, a strategy called a Qualified Charitable Distribution (QCD).

While you do not receive a tax deduction for a QCD, the distribution is not taxed. Lower top-level income can lead to other benefits such as lowering Medicare premium surcharges. Keep in mind that the distribution must be taken directly from your IRA for the amount to be excluded from income. Account owners can donate up to $100,000 per year from their IRA, and the QCD amount goes toward your annual Requirement Minimum Distribution.

Family Gifts from Investments or Business Interests

Many retirees who gift money to a child or grandchild just write a check. However, if a large portion of their wealth is in a tax-deferred account, taxable investment portfolio, or business, they may want to consider gifting a portion of an appreciated asset or business interest.  

Here’s a simple example. If you have held Apple stock for years, instead of writing a check for $10,000 as a Christmas gift, gift a grandchild $10,000 of your stock. While the grandchild will eventually owe taxes on any sale, they can learn about investing by watching the price, potentially, appreciate and the capital gains taxes may be comparably lower for them. The retiree saves money on the capital gains tax and also reduces the size of the estate.

These five expenses don’t cover every situation for every retiree but considering these recommendations could end up saving a few hundred or a few thousand dollars annually.


Chase Mouchet, CFP®, CIMA®

Chase brings thoughtful listening and planning skills and a devotion to maximizing the impact of wealth for our clients. Chase joined the Brightworth team in 2015 as a financial planner, having previously worked at two independent financial planning firms. He is passionate about helping clients simplify their financial lives and maximize the impact of their wealth, particularly through charitable giving.